Registration Number
0223U005820,
(0120U100309)
, R & D reports
Title
Directed synthesis of novel nitrogen- and oxygencontaining heterocyclic compounds as low molecular weight bioregulators.
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Розробка методів синтезу аналогів аурону та ізофлавоноїдів з фармакофорними азагетеро¬циклічними замісниками з метою одержання нових біологічно активних речовин.
Head
Brovarets Volodymyr S., Доктор хімічних наук
Registration Date
31-12-2023
Organization
V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine
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Development of preparative methods to obtaine new nitrogen and oxygen-containing heterocyclic compounds and their chemical and biological properties investigation.
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Effective methods for the synthesis of pyrazole-containing aurones have been developed. The reaction of benzofuran-3(2H)-ones with 1H-pyrazol-3(5)/4-carboxaldehydes or 4-[(dimethylamino)-methylene]-2,4-dihydro-3H-pyrazol-3-ones proceeds with the formation of 2 -pyrazolylmethylene-1-benzofuran-3(2H)-ones or 2-[(3(5)-hydroxy-1H-pyrazol-4-yl)-methylene]-1-benzofuran-3(2H)-ones, respectively. The reaction of 2-[(dimethylamino)-methylene]-1-benzofuran-3(2H)-ones with 1-methyl-5-aminopyrazoles led to the formation of 2-[(5-amino-1-methyl-1H-pyrazol-4)- yl)methylene]-1-benzofuran-3(2H)-ones and 1-methyl-1H-[1]benzofuro[3,2-b]pyrazolo[4,3-e]pyridines as minor products. A simple method for the synthesis of -(3(5)-trifluoromethylpyrazol-5(3)-yl)-2-hydroxydeoxybenzoins by chemoselective reaction of 2-(1,1,1-trifluoroacetonyl)chromones with hydrazine dihydrochloride was developed. This approach includes the initial attack of hydrazine on the carbonyl atom of the CF3C(O)CH2 group followed by opening of the chromone ring on the C-2 atom and subsequent cyclization to pyrazoles. Such a synthetic strategy provides easy access to a new type of pharmaceutically attractive 3-(trifluoromethyl)pyrazole-deoxybenzoin hybrids in high yields.
Product Description
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Ivanova Irina V.
Bagreeva Oksana S.
Bodachivskyi Iurii S.
Mykhailo Y. Brusnakov
Velihina Yeheniia S.
Roman M. Vydzhak
Herasymov Yehor S.
Oleksandr V. Golovchenko
Demydchuk Bogdan A.
Zhirnov Viktor V.
Zyabrev Volodymyr S.
Kachaieva Maryna V.
Kachkovskyi Oleksiy D.
Кlyuchko Svitlana V.
Kozachenko Olexandr P.
Kondratyuk Kostyantyn M.
Artem S. Konovalenko
Losʹ Oleksandr V.
Lyutenko Nataliya V.
Mityukhin Оleg P.
Yehor S. Malets
Danylo O. Merzhievskiy
Moskvina Viktoria S.
Mrug Galyna P.
Pilyo Stepan Hr.
Panchyshyn Svitlana Ya.
Porhun Svitlana V.
Potikha Lyudmyla M.
Prokopenko Volodumir M.
Prostota Yaroslav O
Rentsevych Тetiana L.
Severin Oleksandr O.
Synenko Vitaliy O.
Slyvchuk Serhiy R.
Solomyanyi Roman M.
Frasinyuk Mykhaylo S.
Chumachenko Svitlana A.
Shablykin Оleg V.
Olha V. Shablykina
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2023-12-31
